(2S,3R,4S,5S,6R)-1,2-(di(tert-butyldimethylsilyloxy))-4,6-((R)-benzylidenedioxy)-3,5-dimethylheptane

Base Information

Chemical Name:(2S,3R,4S,5S,6R)-1,2-(di(tert-butyldimethylsilyloxy))-4,6-((R)-benzylidenedioxy)-3,5-dimethylheptane
CAS No.:251099-41-9
Molecular Formula:C₂₈H₅₂O₄Si₂
Molecular Weight:508.889
Hs Code.:

Synonyms:(2S,3R,4S,5S,6R)-1,2-(di(tert-butyldimethylsilyloxy))-4,6-((R)-benzylidenedioxy)-3,5-dimethylheptane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,4S,5S,6R)-1,2-(di(tert-butyldimethylsilyloxy))-4,6-((R)-benzylidenedioxy)-3,5-dimethylheptane

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Technology Process of (2S,3R,4S,5S,6R)-1,2-(di(tert-butyldimethylsilyloxy))-4,6-((R)-benzylidenedioxy)-3,5-dimethylheptane

There total 11 articles about (2S,3R,4S,5S,6R)-1,2-(di(tert-butyldimethylsilyloxy))-4,6-((R)-benzylidenedioxy)-3,5-dimethylheptane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 251099-39-5
(2R,3S,4S,5R,6S)-6,7-(di(tert-butyldimethylsilyloxy))-3,5-dimethylheptane-2,4-diol

: 251099-41-9
(2S,3R,4S,5S,6R)-1,2-(di(tert-butyldimethylsilyloxy))-4,6-((R)-benzylidenedioxy)-3,5-dimethylheptane

Guidance literature:: With camphor-10-sulfonic acid; at 20 ℃; for 12h;
DOI:10.1021/ja020853m

Reference yield:

: 184528-64-1
(2S,3S)-3,4-(di(tert-butyldimethylsilyloxy))-2-methyl-butanal

: 251099-41-9
(2S,3R,4S,5S,6R)-1,2-(di(tert-butyldimethylsilyloxy))-4,6-((R)-benzylidenedioxy)-3,5-dimethylheptane

Guidance literature:: Multi-step reaction with 4 steps

1.1: TiCl₄ / CH₂Cl₂ / 49 h / -78 - -30 °C

2.1: O₃; pyridine / methanol / -78 °C

2.2: Me₂S / methanol / 6 h / 20 °C

3.1: 89 percent / tetramethylammonium triacetoxyborohydride / acetonitrile; acetic acid / 26 h / -20 - 0 °C

4.1: 89 percent / CSA / 12 h / 20 °C

With pyridine; camphor-10-sulfonic acid; titanium tetrachloride; ozone; tetramethylammonium triacetoxyborohydride; In methanol; dichloromethane; acetic acid; acetonitrile;
DOI:10.1021/ja020853m

Reference yield:

: 251099-32-8
methyl (5R,6S)-(E)-6,7-(di(tert-butyldimethylsilyloxy))-5-methyl-3-heptenoate

: 251099-41-9
(2S,3R,4S,5S,6R)-1,2-(di(tert-butyldimethylsilyloxy))-4,6-((R)-benzylidenedioxy)-3,5-dimethylheptane

Guidance literature:: Multi-step reaction with 5 steps

1.1: O₃; pyridine / methanol / -78 °C

1.2: 91 percent / Me₂S / methanol / 4 h / 20 °C

2.1: TiCl₄ / CH₂Cl₂ / 49 h / -78 - -30 °C

3.1: O₃; pyridine / methanol / -78 °C

3.2: Me₂S / methanol / 6 h / 20 °C

4.1: 89 percent / tetramethylammonium triacetoxyborohydride / acetonitrile; acetic acid / 26 h / -20 - 0 °C

5.1: 89 percent / CSA / 12 h / 20 °C

With pyridine; camphor-10-sulfonic acid; titanium tetrachloride; ozone; tetramethylammonium triacetoxyborohydride; In methanol; dichloromethane; acetic acid; acetonitrile;
DOI:10.1021/ja020853m